2-Tridecenal

Base Information

• Chemical Name: 2-Tridecenal
• CAS No.: 7069-41-2
• Molecular Formula: C13H24O
• Molecular Weight: 196.333
• European Community (EC) Number: 230-362-7,231-883-2
• NSC Number: 617616
• UNII: C950P0MYML
• DSSTox Substance ID: DTXSID8052518
• Nikkaji Number: J60.731B,J227.363B
• Wikidata: Q27275342
• Metabolomics Workbench ID: 3473
• ChEMBL ID: CHEMBL1995395
• Mol file: 7069-41-2.mol

Synonyms:2-TRIDECENAL;(E)-Tridec-2-enal;7774-82-5;trans-2-Tridecenal;trans-2-tridecen-1-al;(e)-2-tridecenal;7069-41-2;(2E)-2-Tridecenal;3-Decylacrolein;(E)-Tridecen-2-al;FEMA No. 3082;2-Tridecenal, (E)-;EINECS 231-883-2;UNII-C950P0MYML;C950P0MYML;EINECS 230-362-7;NSC-617616;tridec - 2 - enal;2-TRIDECEN-1-AL;2E-tridecenal;NSC617616;(2E)-tridec-2-enal;(e)-2-tridecen-1-al;2-TRANS-TRIDECENAL;2-Tridecenal(High Trans);2-Tridecenal, (2E)-;2-TRIDECENAL [FCC];2-TRIDECENAL [FHFI];2-TRIDECENAL, TRANS-;CHEMBL1995395;DTXSID8052518;(E) - tridecen - 2 - al;FEMA 3082;CHEBI:184224;VMUNAKQXJLHODT-UHFFFAOYSA-N;2-TRIDECENAL (HIGH TRANS);BCP25477;LMFA06000075;LS-3131;W-104300;Q27275342;2-Tridecenal, predominantly trans, >=95%, stabilized, FCC, FG

Chemical Property of 2-Tridecenal

Chemical Property:

• Vapor Pressure: 0.00351mmHg at 25°C
• Melting Point: 5°C (estimate)
• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 281.7°Cat760mmHg
• Flash Point: 132.9°C
• PSA: 17.07000
• Density: 0.838g/cm³
• LogP: 4.27230
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 196.182715385
• Heavy Atom Count: 14
• Complexity: 138

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCC=CC=O
• Isomeric SMILES: CCCCCCCCCC/C=C/C=O

Technology Process of 2-Tridecenal

There total 19 articles about 2-Tridecenal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.2%

trans-2-tridecenol (74962-98-4,68480-25-1) → (2E)-tridecenal (7069-41-2)

Guidance literature:

With N-chloro-succinimide; N-(phenylthio)-N-(tert-butyl)amine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jf902575f

Reference yield: 82.0%

tridec-2-yn-1-ol (51887-25-3) → (2E)-tridecenal (7069-41-2)

Guidance literature:

With indium(III) chloride; ammonium hexafluorophosphate; indenylbis(triphenylphosphine)ruthenium chloride; triethylammonium hexafluorophosphate; In tetrahydrofuran; for 1.5h; stereospecific reaction; Reflux;

DOI:10.1021/ja804105m

Reference yield: 67.0%

1-methoxytridec-1-ene (537653-09-1) → (2E)-tridecenal (7069-41-2)

Guidance literature:

With palladium diacetate; acetic acid; p-benzoquinone; In dichloromethane; water; at 23 ℃; for 4h;

DOI:10.1021/ol3028994

upstream raw materials:

undecylaldehyde

acetaldehyde

1-iodo-tridec-2t-ene

(triphenylphosphoranylidene)acetaldehyde

Downstream raw materials:

tridecan-1-ol

undecylenic acid

(E)-tridec-2-enoic acid

oxalic acid

Refernces

• 1、 Hao, Er-Jun,Li, Gong-Xin,Liang, Yu-Ru,Xie, Ming-Sheng,Wang, Dong-Chao,Jiang, Xiao-Han,Cheng, Jia-Yi,Shi, Zhi-Xian,Wang, Yang,Guo, Hai-Ming. "Design, Synthesis, and Activity Evaluation of Novel Acyclic Nucleosides as Potential Anticancer Agents in Vitro and in Vivo". supporting information. p. 2077 - 2109. Retrieved 2021/02/16.
• 2、 Zhu, Quan,Luo, Yunsong,Guo, Yongyan,Zhang, Yushun,Tao, Yunhai. "Saegusa Oxidation of Enol Ethers at Extremely Low Pd-Catalyst Loadings under Ligand-free and Aqueous Conditions: Insight into the Pd(II)/Cu(II)-Catalyst System". . p. 5463 - 5476. Retrieved 2021/05/05.